Nitration of cinnamic acids using cerium (IV) ammonium nitrate immobilized on silica

被引：16
|
作者：
Messere, A
Gentili, A
Garella, I
Temussi, F
Di Blasio, B
Fiorentino, A
机构：
[1] Seconda Univ Napoli, Dipartimento Sci Vita, I-81100 Caserta, Italy
[2] Seconda Univ Napoli, Dipartimento Sci Ambientali, I-81100 Caserta, Italy
[3] Univ Naples Federico II, Dipartimento Chim Organ & Biochim, Naples, Italy
来源：
SYNTHETIC COMMUNICATIONS | 2004年 / 34卷 / 18期
关键词：
nitration; CAN; cinnamic acids;
D O I：
10.1081/SCC-200030569
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Treatment of cinnamic acids with cerium (IV) ammonium nitrate supported on silica (CAN/SiO2) was used to synthesize nitro derivative and ipso substitution products. The position of the substituents defines the type and the yields of the products. This is the first example of an ipso substitution reaction by solid-phase approach.
引用
收藏
页码：3317 / 3324
页数：8
相关论文
共 50 条
  • [1] DECARBOXYLATIVE NITRATION OF SOME SIMPLE HYDROXYBENZOIC ACIDS USING CERIUM(IV) AMMONIUM-NITRATE
    CHAWLA, HM
    MITTAL, RS
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1983, 22 (11): : 1129 - 1131
  • [2] Cerium(IV) ammonium nitrate mediated nitration of coumarins
    Ganguly, N
    Sukai, AK
    De, S
    SYNTHETIC COMMUNICATIONS, 2001, 31 (02) : 301 - 309
  • [3] OXIDATIVE NITRATION BY SILICA GEL-SUPPORTED CERIUM(IV) AMMONIUM-NITRATE
    CHAWLA, HM
    MITTAL, RS
    SYNTHESIS-STUTTGART, 1985, (01): : 70 - 72
  • [4] DEMETHYLATION AND NITRATION OF ARYLDIMETHYLAMINES WITH CERIUM (IV) AMMONIUM-NITRATE
    GALLIANI, G
    RINDONE, B
    SCOLASTICO, C
    SYNTHETIC COMMUNICATIONS, 1975, 5 (05) : 319 - 323
  • [5] Esterification-nitration of ortho-hydroxyphenyl carboxylic acids and benzoic acids with Cerium(IV) ammonium nitrate (CAN)
    Pan, WB
    Wei, LM
    Wei, LL
    Wu, CC
    Wu, YC
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2005, 52 (01) : 173 - 180
  • [6] Regioselective nitration of N,N-dialkylanilines using cerium(IV) ammonium nitrate in acetonitrile
    Yang, XH
    Xi, CJ
    Jiang, YF
    TETRAHEDRON LETTERS, 2005, 46 (50) : 8781 - 8783
  • [7] Structural requirements for ipso-nitration with cerium(IV) ammonium nitrate (CAN)
    Asghedom, H
    LaLonde, RT
    Ramdayal, F
    TETRAHEDRON LETTERS, 2002, 43 (22) : 3989 - 3991
  • [8] CERIUM(IV)-INDUCED NITRATION OF CINNAMIC-ACIDS - NOVEL REMOTE ELECTROPHILIC SUBSTITUTION
    PETERSON, JR
    DO, HD
    DUNHAM, AJ
    CANADIAN JOURNAL OF CHEMISTRY, 1988, 66 (07) : 1670 - 1674
  • [9] Nitration of electron-rich aromatic compounds by cerium ammonium nitrate coated on silica
    Grenier, JL
    Catteau, JP
    Cotelle, P
    SYNTHETIC COMMUNICATIONS, 1999, 29 (07) : 1201 - 1208
  • [10] Solid-state regioselective nitration of activated hydroxyaromatics and hydroxycoumarins with cerium (IV) ammonium nitrate
    Ganguly, NC
    Dutta, S
    Datta, M
    De, P
    JOURNAL OF CHEMICAL RESEARCH, 2005, (11) : 733 - 735
12345